perfluoro-1-isopropylindane | 146366-18-9

• 分子结构分类: 有机化合物 - 有机卤素化合物
• 英文名称: perfluoro-1-isopropylindane
• 英文别名: Perfluoro-1-isopropylindan；1,1,2,2,3,4,5,6,7-nonafluoro-3-(1,1,1,2,3,3,3-heptafluoropropan-2-yl)indene
• CAS: 146366-18-9
• 化学式: C₁₂F₁₆
• 分子量: 448.106
• InChiKey: CQRCKCLSZHAWDF-UHFFFAOYSA-N

物化性质

• 沸点：
  180.7±40.0 °C(predicted)
• 密度：
  1.78±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  28
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  16

反应信息

• 作为反应物：
  描述：

  perfluoro-1-isopropylindane 在 五氟化锑 作用下， 生成 perfluoro-1,2,2-trimethylindan
  参考文献：
  名称：

  Selective ortho-arylation of fluorinated phenols and naphthols by lead arylacetates

  摘要：

  DOI：

  10.1016/s0022-1139(00)83820-8
• 作为产物：
  描述：

  全氟-2-异丙基-1-甲基苯并环丁烯 在 五氟化锑 作用下， 生成 perfluoro-1-isopropylindane
  参考文献：
  名称：

  Selective ortho-arylation of fluorinated phenols and naphthols by lead arylacetates

  摘要：

  DOI：

  10.1016/s0022-1139(00)83820-8

文献信息

• Generation of perfluorinated 1-alkylbenzocyclobuten-1-yl and 1-alkylindan-1-yl cations. On paradoxical stabilizing influence of an electron-withdrawing perfluoroisopropyl group on the relative stabilities of the cations
  作者：Tatyana V. Mezhenkova、Victor M. Karpov、Irina V. Beregovaya、Yaroslav V. Zonov、Igor P. Chuikov、Vyacheslav E. Platonov

  DOI：10.1016/j.jfluchem.2016.10.009

  日期：2016.12

  alkylbenzocycloalken-1-yl cations containing a fluorine atom or a perfluoroalkyl group in the cationic centre were generated. Contrary to expectations, a number of stable long‐lived perfluoro-1-isopropylbenzocycloalken-1-yl cations containing an electron-withdrawing perfluoroisopropyl group in the cationic centre have been obtained. The DFT (B3LYP/6-31G*) calculations showed that the relative stabilities of isomeric

  当将全氟-1-烷基苯并环丁烯和-茚满溶解在过量的SbF 5中时，会产生在阳离子中心含有氟原子或全氟烷基的全氟烷基苯并环烯-1-基阳离子。与预期相反，已获得许多在阳离子中心含有吸电子全氟异丙基的稳定的长寿命全氟-1-异丙基苯并环烯基-1-基阳离子。DFT（B3LYP / 6-31G *）计算表明，从CF 3移出时，阳离子中心含氟原子或全氟烷基的异构阳离子的相对稳定性发生变化，有利于阳离子中心含全氟烷基的阳离子。到CF（CF 3）2 这与实验数据一致。
• Generation of Perfluoro- and 1-Chloroperfluoro-Indanyl and -Benzocyclobutenyl Cations with Perfluoroalkyl Groups in the Aliphatic Ring
  作者：T. V. Mezhenkova、V. M. Karpov、Ya. V. Zonov、I. P. Chuikov

  DOI：10.1134/s1070428019020118

  日期：2019.2

  groups in the alicyclic fragment. The cations exist in equilibrium with their precursors. Adding SO2Cl2 to the system led to the formation of polyfluoroalkylbenzocycloalken-1-yl cations with a chlorine substituent at the cationic center. The structures of the cations were determined by 19F and 13C NMR spectroscopy and confirmed by the structures of perfluoroketones formed on their hydrolysis.

  在SbF 5 -SO 2 ClF介质中，由脂环片段中含有全氟烷基的全氟茚满和苯并环丁烯衍生物生成了全氟（烷基苯并环烯-1-基）阳离子。阳离子与其前体平衡存在。将SO 2 Cl 2添加到体系中导致形成在阳离子中心带有氯取代基的多氟烷基苯并环烯-1-基阳离子。阳离子的结构通过19 F和13 C NMR光谱测定，并通过其水解形成的全氟酮的结构证实。
• Rearrangement of the carbon skeletion of perfluorinated 1-isopropyl-, 1-methyl-1-isopropyl-, and 1-methyl-2-isopropylbenzocyclobutenes by the action of antimony pentafluoride
  作者：V. M. Karpov、T. V. Mezhenkova、V. E. Platonov

  DOI：10.1007/bf00866598

  日期：1992.6

  Perfluorinated 1-isopropyl-, 1-methyl-1-isopropyl-, and 1-methyl-2-isopropylbenzocyclobutenes isomerize under the influence of antimony pentafluoride to perfluorinated alkylstyrenes and alkylindans. The process may be accompanied by dealkylation and also by fluorination and defluorination of the products. With antimony pentafluoride at 50-degrees-C perfluoro-1-methyl-1-isopropylbenzocyclobutene gives perfluoro-alpha,beta,beta,o-tetramethylstyrene, which isomerizes under the influence of antiniony pentafluoride at 130-degrees-C into perfluoro-1,2,2-trimethylindan, and the latter forms perfluoro-2,3-dimethylindene under the reaction conditions. Perfluoro-1-methyl-2-isopropylbenzocyclobutene is not changed in the presence of antimony pentafluoride at 50-degrees-C but isomerizes to perfluoro-1-isopropylindan at 90-degrees-C. The latter is transformed under these conditions into the above-mentioned tetramethylstyrene. Perfluoro-1-isopropylbenzocyclobutene does not react with antimony pentafluoride at 130-degrees-C, but at 170-degrees-C it gives a mixture of perfluorinated 2,2-dimethylindan, 2,3-dimethylindene, 2,3-dimethyl-4,5,6,7-tetrahydroindene, and 2-isobutyltoluene, which is converted into perfluoro-o-xylene under the reaction conditions.